Experience resort-style living in this beautifully updated custom home, now available for seasonal or annual rental in the prestigious Windstar on Naples Bay community. Offering a rare combination of luxury, comfort, and lifestyle amenities, this residence is perfect for those seeking an elevated Naples experience. Inside, the home showcases refined craftsmanship with custom 8-foot solid-core doors, premium hardware, plantation shutters, and a striking marble-faced fireplace. The spacious chef's kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, a large walk-in pantry, and updated appliances. Skylights and custom lighting enhance the bright, inviting atmosphere, while a dedicated home office provides a quiet space for work or relaxation. Seamless indoor-outdoor living is at the heart of this property. Expansive 10-foot sliding glass doors open to a private tropical courtyard complete with a heated pool, spa, and tranquil waterfall. A separate guest cabana offers ideal accommodations for visitors, creating a true retreat-like setting. From the screened lanai, enjoy serene views of the golf course, lake, and surrounding mangroves perfect for morning coffee or evening sunsets. Additional conveniences include storm shutters, a central vacuum system, brick paver driveway, a two-car garage, and an AquaLink system for effortless pool and spa control. As a resident, you'll have access to the exceptional amenities of Windstar, including a Tom Fazio-designed championship golf course, a newly renovated clubhouse overlooking Naples Bay, a deep-water marina with direct Gulf access in minutes, clay tennis courts, and a state-of-the-art fitness center. The private Keewaydin Island Beach Club, accessible via shuttle boat, offers a truly unique coastal experience. A transferable golf membership may be available, allowing tenants to fully enjoy the exclusive lifestyle this community is known for. This is a rare opportunity to lease a luxury home in one of Naples' most sought-after gated waterfront and golf communities.
House for rent
$18,500/mo
Fees may apply
3296 Lookout Ln, Naples, FL 34112
3beds
2,647sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Ceiling fan
In unit laundry
2 Attached garage spaces parking
Central, electric
What's special
Separate guest cabanaStriking marble-faced fireplaceScreened lanaiTwo-car garagePrivate tropical courtyardHeated poolDedicated home office
- 67 days |
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Central, Electric
Cooling
- Ceiling Fan
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Oven, Stove, Washer
- Laundry: In Unit, Laundry Tub, Laundry in Residence, Shared
Features
- Bar, Built-In Cabinets, Cathedral Ceiling(s), Ceiling Fan(s), Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, View, Walk-In Closet(s), Window Coverings
- Flooring: Tile, Wood
- Windows: Window Coverings
Interior area
- Total interior livable area: 2,647 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Covered
- Has attached garage: Yes
- Details: Contact manager
Features
- Stories: 1
- Exterior features: Contact manager
- Has private pool: Yes
- Pool features: Concrete, Electric Heat, Equipment Stays, In Ground, Pool, Pool/Spa Combo, Screen Enclosure
- Has spa: Yes
- Spa features: Hottub Spa
- Has view: Yes
- View description: Water View
Details
- Parcel number: 82860000268
Construction
Type & style
- Home type: SingleFamily
- Architectural style: RanchRambler
- Property subtype: SingleFamily
Condition
- Year built: 1999
Community & HOA
Community
- Features: Fitness Center, Tennis Court(s)
- Security: Gated Community
HOA
- Amenities included: Fitness Center, Pool, Tennis Court(s)
Location
- Region: Naples
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 4/24/2026 | Listed for rent | $18,500$7/sqft |
Source: NABOR FL #226017051 Report a problem | ||
| 2/12/2026 | Sold | $1,775,000-13.4%$671/sqft |
Source: | ||
| 1/20/2026 | Pending sale | $2,050,000$774/sqft |
Source: | ||
| 10/20/2025 | Listed for sale | $2,050,000$774/sqft |
Source: | ||
| 6/17/2025 | Listing removed | $2,050,000$774/sqft |
Source: | ||
| 5/16/2025 | Price change | $2,050,000-12.8%$774/sqft |
Source: | ||
| 2/24/2025 | Listed for sale | $2,350,000+152.7%$888/sqft |
Source: | ||
| 3/8/2019 | Sold | $930,000-2%$351/sqft |
Source: Public Record Report a problem | ||
| 1/29/2019 | Pending sale | $949,000$359/sqft |
Source: Downing Frye Realty Inc. #219007601 Report a problem | ||
| 1/26/2019 | Listed for sale | $949,000+111.1%$359/sqft |
Source: Downing Frye Realty Inc. #219007601 Report a problem | ||
| 3/2/2000 | Sold | $449,500$170/sqft |
Source: Public Record Report a problem | ||
Neighborhood: 34112
Nearby schools
GreatSchools rating
- 6/10Avalon Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 9/10Gulfview Middle SchoolGrades: 6-8Distance: 2 mi
- 6/10Naples High SchoolGrades: PK,9-12Distance: 3.6 mi
- Florida
- Collier County
- Naples
- 34112
- 3296 Lookout Ln
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